Have you been a good boy while your girl was out tonight? You are in chastity and your dick is locked up right now, but Nadia has decided to give you a treat. You are allowed to unlock yourself and jerk your little dick off while she tells you about her night of sluttiness. Nadia loves you, but you are not nearly manly enough for her. Her date took her to an expensive restaurant and then they went to his place for some fun. Oh, go ahead and jerk your little dick, you useless cuckold. She tells you exactly how big his dick is and how inadequate yours is. Do you want to know what else he did to her? He came inside of her pussy. The only way you will be allowed to cum today is if you use your mouth to clean up all that cum from her used pussy. Nadia urges you to stroke yourself off till you jizz into her hand. You load disgusts her as she feeds it right back to you. Your dick is on lockdown again for another six weeks, loser!

Your step mother and therapist both feel that you need a little help with stress management. Cherie, your therapist, believes that masturbation is your best option and both women want to help you. You are left-hand dominant and your left arm has been giving you some trouble recently. It seems that you will need some extra help in masturbating with your right hand and your step mother wants to help you. The first step is that you need some visual stimulation. Step mother Zoey and your therapist Cherie are eager to remove their bras to show off their tits to you. Your hard on is a promising sign, so both women continue encouraging you as you begin to jack off. You never jacked off before with your right hand, so it feels new and exciting to you. Be sure not to go too fast at first. As you continue to work your cock, the women take down their skirts and tease you with their asses. The therapist goes a little further and shows off her pussy just to make sure you cum nice and hard. When you finally explode, you receive high praise from both women and you all know that your right-hand therapy will go very smoothly.

You and CiCi are on a deadline at work and she thinks that a little stress relief might be helpful so that you can both focus on the assignment. Since you are married, she will not fuck you, but she will watch you jack off. From the start, she likes your cock and she is unable to contain her excitement. CiCi does love thick dicks like yours. Have you thought about jacking off in front of her before? That would explain all the long bathroom breaks she has noticed you taking. Take your time and work your dick. She pulls out her titties and pinches her nipples. You are really turning her on and she pulls down her panties so that you can see how wet you have made her without even putting a single finger on her body. CiCi fingers her pussy on the other side of the desk as you continue jacking off right there in her office. Do you want to cum with CiCi? She would love for you to cum together and she wants to count it down for both of you. Pick up your stroke speed and wait until she is ready! After you cum, you are more thankful than you have ever been for your job.

After a tough break-up with your girlfriend, your step sister Abby just wants to make you feel better. She does have an idea how she can cheer you up if you're game. Maybe you need a really good orgasm to help you get over your ex-girlfriend. Abby takes off her dress and you have already forgotten your ex. You knew you had a hot step sister, but you only now realize just how sexy she is. Abby asks you to take your cock out of your pants and start stroking and she is happy to see your fat dick. She can no longer hold back and she takes off her panties to further entice you. When she turns around, you finally get to see the ass you have been admiring for so long. You really want to slide your engorged cock into her, but you resist that urge and continue to work your cock. You never would have suspected that Abby is the kind of girl who could get you off like this, but she definitely is. Abby wants you to cum on her tits and you do just that as she moans beneath you. You don't even remember why you were so upset in the first place.

You have been caught with Star’s missing panties in your room. This is not acceptable roommate behavior. Your mistake was stealing her sexy panties that have a matching bra. Star feels violated. Did you know that her yoga pants are super sweaty from her workout just now? Even more sweaty and fragrant are her yoga panties. You will now stroke and sniff her sweaty, stinky gym panties and Star is going to watch you. There will be no more sexy panties for you, you freak. Get your cock hard NOW and stroke off with her smelly panties unless you want to move out of this house. Star takes off her smelly panties and hands them to you. Get to it, boy! You quickly cum as you deeply inhale Star’s musky scent. Starring Star Nine

Elsa is not happy that you did not give her the pretty pink room that she asked for when you and her mother married. She is willing to do anything if you will redo her room, including helping you to jerk off. She promises not to tell, so unzip your pants and get your dick out. You have never been one to deny the request of a pretty young girl wearing glasses, so you get your dick out and stroke it for your sexy step daughter. Elsa shows you her small boobs as further inspiration. "Stroke it faster, daddy," she purrs. Her soft voice coaches you through a taboo jerk session. Elsa moans as she touches her pussy through her panties and then she stands up to show you her ass. She is now wearing only tube socks and you find that oddly appealing. With legs spread wide, you can now see her fat pussy lips as she encourages you to bring yourself to a big orgasm right onto her fantastic ass.

Your parents are splitting up and you have to share a bedroom with your buddy. His sexy mom is more than pleased to welcome you into her home and she wants to make it perfectly clear that you are welcome. Will you show her what is in your pants? She just wants to see it. When you show her your dick, she determines that you should stroke it while she strips down for you. She even promises to clean up your mess after your stroke session! Your fantasy is about to be fulfilled. This well-inked MILF tells you to keep stroking as she tells you how sexy you are. Joslyn reaches over to touch your balls, but then she asks you to come slap your hard cock against her fat tits. She lies on her side so that you can see her ass and pussy and she grinds back and forth as if your dick was going in and out of her sweet MILF pussy.

You ran into your old babysitter at the park today and you invited her home. You’re only a few years younger than she is. You always had a crush on her. You remember that she’d tickle you to help you fall resting. Yeah, maybe that was inappropriate, but you loved it anyway. Nina tells you that she likes to masturbate before going to rest. Do you do the same? She asks to see your cock and you don’t hesitate. After all, you are proud of your endowment! She asks to watch you jerk off and you get to stroking right away. To help you along, she tells you that you were one of her favorites as she shows off her round ass. It is now time to fulfill both of your fantasies. Starring Nina Skye

Lacey caught you peeping on her as she was getting dressed. Now she is going to turn the tables on you and she demands that you expose yourself. If you do not listen to her, she will rat you out to your sister. You drop your pants and Lacey laughs at your little dick, but she demands that you get it hard. She keeps telling you that you have a "baby penis" and it embarrasses you, but it also turns you on a lot. You think she is so hot because she is so petite, but you also love her sexy tattoos. When she takes off her bra and lowers her denim shorts, you see that she has tan lines, which you love. She encourages you to cum and when you finally do, your balls give up every drop you have…all over your sister's pink sweater. Uh oh…you are in big trouble now.

Lynn picked out a sexy schoolgirl outfit just for you and it lets her sexy ass cheeks stick out. It has been a while since you have had fun together and Lynn is ready to play. You have been watching a lot of porn, though, and you are not really into it right now. All she wants is for you to fuck her, but you do not – not right now, anyway. Poor Lynn is horny and unfulfilled, so she decides that she wants to watch you jerk off right now. You start to stroke off to show her your technique. Lynn has some perky titties that turn you on. Do you know how much her pussy has missed your cock? The thought of that turns you on. She takes off her skirt and she stands before you in just a black g-string, but that soon comes off, too. Lynn encourages you to stroke yourself faster and faster as she touches her pussy. Are you ready to cum now? She urges you to spill your seed and you deliver.